3,5a-Methano-5aH-cycloheptacyclodecen-8(1H)-one, dodecahydro-4,7,10,12,14-pentahydroxy-4,9,9-trimethyl-13-methylene-, (3R-(3R*,4R*,5aS*,7S*,10S*,12S*,13aS*,14R*))-

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  • Identifiers

    CAS number
    52557-31-0

    Molecular formula
    C20H32O6

    SMILES
    C[C@]1(CC23C[C@@H](C(=O)C([C@H](C[C@@H](C(=C)[C@@H]2CC[C@@H]1[C@H]3O)O)O)(C)C)O)O

    Safety labels

  • Odor profile

    Fragrance
    Sweet 49.96%
    Odorless 41.47%
    Woody 37.92%
    Mint 28.81%
    Spicy 27.68%
    Camphoreous 26.54%
    Cooling 25.73%
    Phenolic 21.98%
    Caramellic 20.66%
    Earthy 20.61%

     

    Flavor
    Bitter 71.83%
    Sweet 30.39%
    Minty 29.03%
    Sweet-like 23.36%
    Odorless 23.33%
    Fatty 21.8%
    Cedarleaf 21.49%
    Fenugreek 21.08%
    Leaves 20.5%
    Mentholic 20.45%

     

    Odor impact est.
    Low

  • Properties

    pKa est.
    7.69 (neutral)

    Molecular weight
    368.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    780°C

    Flash point

    • 223.67 ˚C est.

  • Synonyms

    • Grayanol A
    • 52557-31-0
    • 3,5a-Methano-5aH-cycloheptacyclodecen-8(1H)-one, dodecahydro-4,7,10,12,14-pentahydroxy-4,9,9-trimethyl-13-methylene-, (3R-(3R*,4R*,5aS*,7S*,10S*,12S*,13aS*,14R*))-
    • RefChem:272173
    • DTXSID30966988
    • (3R,4R,7S,10S,12S,13aS,14R)-4,7,10,12,14-Pentahydroxy-4,9,9-trimethyl-13-methylidenedodecahydro-3,5a-methanocyclohepta[10]annulen-8(1H)-one
    • 4,7,10,12,14-Pentahydroxy-4,9,9-trimethyl-13-methylidenedodecahydro-3,5a-methanocyclohepta[10]annulen-8(1H)-one
    • 52557-31-0

  • Applications

    CAS 52557-31-0, 3,5a-Methano-5aH-cycloheptacyclodecen-8(1H)-one, dodecahydro-4,7,10,12,14-pentahydroxy-4,9,9-trimethyl-13-methylene-, (3R-(3R*,4R*,5aS*,7S*,10S*,12S*,13aS*,14R*))- is primarily used as a synthetic intermediate and a chiral building block in pharmaceutical R&D, enabling access to steroid-like frameworks and diverse bioactive derivatives. Its multiple hydroxyl groups and rigid polycyclic core also support potential applications in polymer and materials science as a functional polyol precursor for coatings, adhesives, and other derivatized materials, and as a scaffold for stereoselective catalysts or ligands in organic synthesis. It is sometimes evaluated for use in agrochemical research and as a versatile reference for complex molecule synthesis, with practical utility limited by regulatory and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 195.4
    methanol 857.7
    isopropanol 43.66
    water 6.42
    ethyl acetate 24.39
    n-propanol 71.7
    acetone 71.8
    n-butanol 29.65
    acetonitrile 16.38
    DMF 605.63
    toluene 6.76
    isobutanol 22.63
    1,4-dioxane 138.11
    methyl acetate 21.5
    THF 553.41
    2-butanone 26.07
    n-pentanol 15.35
    sec-butanol 13.91
    n-hexane 0.52
    ethylene glycol 163.48
    NMP 278.97
    cyclohexane 1.01
    DMSO 861.89
    n-butyl acetate 12.35
    n-octanol 7.8
    chloroform 25.41
    n-propyl acetate 11.72
    acetic acid 308.09
    dichloromethane 22.45
    cyclohexanone 55.99
    propylene glycol 131.13
    isopropyl acetate 18.55
    DMAc 203.87
    2-ethoxyethanol 143.18
    isopentanol 16.08
    n-heptane 0.6
    ethyl formate 36.6
    1,2-dichloroethane 16.37
    n-hexanol 19.9
    2-methoxyethanol 526.69
    isobutyl acetate 6.33
    tetrachloromethane 4.33
    n-pentyl acetate 11.74
    transcutol 130.32
    n-heptanol 14.0
    ethylbenzene 3.57
    MIBK 21.57
    2-propoxyethanol 163.3
    tert-butanol 27.46
    MTBE 6.45
    2-butoxyethanol 68.94
    propionic acid 48.64
    o-xylene 4.63
    formic acid 629.74
    diethyl ether 16.58
    m-xylene 6.68
    p-xylene 3.63
    chlorobenzene 6.05
    dimethyl carbonate 60.72
    n-octane 0.3
    formamide 590.63
    cyclopentanone 160.73
    2-pentanone 30.02
    anisole 15.68
    cyclopentyl methyl ether 54.7
    gamma-butyrolactone 199.74
    1-methoxy-2-propanol 281.72
    pyridine 50.88
    3-pentanone 15.63
    furfural 142.21
    n-dodecane 0.15
    diethylene glycol 221.94
    diisopropyl ether 3.17
    tert-amyl alcohol 11.8
    acetylacetone 71.59
    n-hexadecane 0.17
    acetophenone 21.6
    methyl propionate 38.75
    isopentyl acetate 11.4
    trichloroethylene 37.76
    n-nonanol 7.89
    cyclohexanol 17.21
    benzyl alcohol 29.01
    2-ethylhexanol 6.5
    isooctanol 9.13
    dipropyl ether 8.81
    1,2-dichlorobenzene 6.42
    ethyl lactate 26.66
    propylene carbonate 65.74
    n-methylformamide 397.6
    2-pentanol 10.82
    n-pentane 0.71
    1-propoxy-2-propanol 67.12
    1-methoxy-2-propyl acetate 45.33
    2-(2-methoxypropoxy) propanol 38.47
    mesitylene 3.75
    ε-caprolactone 57.89
    p-cymene 2.79
    epichlorohydrin 172.85
    1,1,1-trichloroethane 7.11
    2-aminoethanol 240.99
    morpholine-4-carbaldehyde 320.25
    sulfolane 304.73
    2,2,4-trimethylpentane 0.28
    2-methyltetrahydrofuran 63.09
    n-hexyl acetate 14.05
    isooctane 0.3
    2-(2-butoxyethoxy)ethanol 62.8
    sec-butyl acetate 6.81
    tert-butyl acetate 21.76
    decalin 0.5
    glycerin 326.05
    diglyme 114.09
    acrylic acid 77.7
    isopropyl myristate 3.66
    n-butyric acid 57.1
    acetyl acetate 23.31
    di(2-ethylhexyl) phthalate 9.85
    ethyl propionate 12.7
    nitromethane 295.96
    1,2-diethoxyethane 16.57
    benzonitrile 12.83
    trioctyl phosphate 7.37
    1-bromopropane 4.83
    gamma-valerolactone 301.03
    n-decanol 4.6
    triethyl phosphate 7.9
    4-methyl-2-pentanol 8.1
    propionitrile 11.0
    vinylene carbonate 61.55
    1,1,2-trichlorotrifluoroethane 190.68
    DMS 18.6
    cumene 2.48
    2-octanol 5.55
    2-hexanone 10.97
    octyl acetate 6.38
    limonene 3.71
    1,2-dimethoxyethane 126.91
    ethyl orthosilicate 6.91
    tributyl phosphate 6.01
    diacetone alcohol 61.26
    N,N-dimethylaniline 13.18
    acrylonitrile 25.4
    aniline 20.32
    1,3-propanediol 193.71
    bromobenzene 4.38
    dibromomethane 10.51
    1,1,2,2-tetrachloroethane 30.82
    2-methyl-cyclohexyl acetate 10.75
    tetrabutyl urea 10.06
    diisobutyl methanol 4.28
    2-phenylethanol 26.61
    styrene 3.6
    dioctyl adipate 8.73
    dimethyl sulfate 125.86
    ethyl butyrate 9.97
    methyl lactate 99.54
    butyl lactate 23.25
    diethyl carbonate 6.86
    propanediol butyl ether 59.32
    triethyl orthoformate 9.31
    p-tert-butyltoluene 2.94
    methyl 4-tert-butylbenzoate 28.48
    morpholine 197.62
    tert-butylamine 6.82
    n-dodecanol 2.66
    dimethoxymethane 366.18
    ethylene carbonate 47.72
    cyrene 75.35
    2-ethoxyethyl acetate 26.85
    2-ethylhexyl acetate 7.32
    1,2,4-trichlorobenzene 9.62
    4-methylpyridine 30.46
    dibutyl ether 3.53
    2,6-dimethyl-4-heptanol 4.28
    DEF 49.92
    dimethyl isosorbide 78.03
    tetrachloroethylene 26.6
    eugenol 36.04
    triacetin 23.1
    span 80 35.7
    1,4-butanediol 50.68
    1,1-dichloroethane 7.0
    2-methyl-1-pentanol 8.71
    methyl formate 287.83
    2-methyl-1-butanol 12.98
    n-decane 0.37
    butyronitrile 10.23
    3,7-dimethyl-1-octanol 5.92
    1-chlorooctane 1.81
    1-chlorotetradecane 0.5
    n-nonane 0.34
    undecane 0.22
    tert-butylcyclohexane 0.38
    cyclooctane 0.47
    cyclopentanol 44.66
    tetrahydropyran 47.01
    tert-amyl methyl ether 6.38
    2,5,8-trioxanonane 69.11
    1-hexene 1.87
    2-isopropoxyethanol 49.44
    2,2,2-trifluoroethanol 104.34
    methyl butyrate 17.05

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction